Monticchiello Vacation Packages

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Your Monticchiello Vacation

Simplify your travel planning by booking a Monticchiello vacation package. One of the best neighborhoods to stay in this fascinating city is Macciano, which is great for walking and a lot more. If your trip to Monticchiello includes a little sightseeing, don't miss much-loved attractions like Pienza Cathedral, Palazzo Piccolomini and Historic Centre of Pienza. Check out Expedia's extensive range of travel options and start planning your ultimate vacation to Monticchiello today.

Top Monticchiello Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Santa Croce
Save 100% on your flight
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.8/10 Good! (1,006 reviews)
The staff were amazing hard working and helpful. The property is basic but comfortable. A lot of noise from other guests. Also need to have water and coffee facilities more available in hotel and room

Reviewed on Apr. 10, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Santa Maria Novella
Save 100% on your flight
per person
Jun. 27 - Jul. 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (436 reviews)
Excellent, well situated and comfortable.

Reviewed on Apr. 7, 2025

Tenuta di Artimino Member of Meliá Collection

Tenuta di Artimino Member of Meliá Collection

4 out of 5
Save 100% on your flight
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (110 reviews)
Property is beautiful but rooms used to be stable and are too small, old, and without amenities and inconvenient. Oh and there's no air conditioner

Reviewed on Mar. 31, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Duomo
Save 100% on your flight
per person
May 31 - Jun. 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Florence (FLR)
9.2/10 Wonderful! (1,005 reviews)
Location wise this hotel is absolutely perfect the most we had to walk the entire holiday was 15-20 mins. Couldn't be in a better location. Staff were very friendly as well and the hotel was very clean. The only negative was the old style windows mean the noise from outside the room is very very loud even into the early hours of the morning. Even with this it is an excellent choice for a city break in Florence

Reviewed on Apr. 10, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Santa Croce
per person
May 14 - May 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
8.6/10 Excellent! (461 reviews)
Beautiful and good value

Reviewed on Dec. 30, 2024

Ready to book your vacation to Monticchiello?

 

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Monticchiello Hotel Deals

Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is CA $491 per night from Apr. 17 to Apr. 18
CA $491
CA $549 total
includes taxes & fees
Apr 17 - Apr 18
9.2/10 Wonderful! (77 reviews)
"This is a beautiful location and the facilities are stunning. Really everything is picture perfect and you are only 20 minutes from Montepulciano and 30 minutes from Pienza. Both are amazing to explore and offer excellent dining options. The concierge recommended Tuscan Sweet Dreams to take us to ..."

Reviewed on Apr. 8, 2025

Precise Tale Poggio Alla Sala
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4 out of 5
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Apr. 16 to Apr. 17
CA $96
CA $115 total
includes taxes & fees
Apr 16 - Apr 17
8.6/10 Excellent! (545 reviews)
Good stay
"Needed an extra night and got a room through Hotels.com. Was there for a wedding. The room was small but the location was where I wanted to be and the breakfast was very good."

Reviewed on Sep. 29, 2024

Hotel Relais II Chiostro di Pienza
Relais Villa Grazianella - UNA Esperienze
Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5, Via delle tre berte, Montepulciano, SI
The price is CA $284 per night from May 5 to May 6
CA $284
CA $318 total
includes taxes & fees
May 5 - May 6
9.6/10 Exceptional! (218 reviews)
Beautiful hotel with spectacular views!
"This hotel was gorgeous! I didn't know if it would live up to the pictures online but it exceeded them. The views are spectacular! The rooms were spacious, clean, and beautiful. Convenient free parking. The staff was very gracious and welcoming. I would absolutely go back!"

Reviewed on Apr. 7, 2025

Relais Villa Grazianella - UNA Esperienze
See all 4,061 properties in Monticchiello
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Monticchiello vacation package cost?
You’ll find cheap prices from CA $1,750 on Expedia for your Monticchiello break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Monticchiello costs.
What are the cheapest months to go to Monticchiello?
The off-season is the best time to visit Monticchiello if you’re hoping to keep costs down. Another tip for getting cheap Monticchiello vacation packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Monticchiello?
With a well-organized travel plan, you can easily tick off the top Monticchiello sights in a few days. But if you’d like to discover hidden spots or go on day tours, think about booking your Monticchiello vacation for longer.
How to find the best Monticchiello package deals?
Use Expedia’s handy filters to find some terrific Monticchiello package deals. When you start your search, just set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your break for midweek, or browse for Monticchiello package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it’s typically best to lock in your vacation package well in advance.
Is it cheaper to book a Monticchiello vacation as a package?
You can enjoy significant savings on your Monticchiello escape by booking a tailored vacation package. Click on the “Package” heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Monticchiello?
If you have your Monticchiello vacation dates locked in, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Monticchiello?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Monticchiello.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and experiences. Your accommodations will likely be the largest expense during your trip to Monticchiello.
  3. Determine how many days away: Start by making a list of all the activities and sights you’d like to experience in Monticchiello. Then, estimate how long you’ll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Monticchiello vacation package.

Discover the most popular places to visit in Monticchiello

Cathedral of Pienza featuring religious elements, a church or cathedral and heritage elements

Pienza Cathedral

4.5/5(32 reviews)

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Pienza Cathedral

Art Studio di Adelina Quadri

You can spend an afternoon browsing the exhibits at Art Studio di Adelina Quadri during your travels in Monticchiello. While you're here, you can savor the wineries.

Art Studio di Adelina Quadri

What to do in Monticchiello

Private Cooking class in Val d'Orcia

Personal Chef - Cooking class at your villa

CA $234
per adult
Personal Chef - Cooking class at your villa
Brunello Wine Tour and Val D'Orcia Landscape

Brunello Wine Tour and Val D'Orcia Landscape

CA $343
per adult
Brunello Wine Tour and Val D'Orcia Landscape
Pienza & Montepulciano Small Group Tour from Siena

Pienza & Montepulciano Small Group Tour from Siena

CA $280
per adult
Pienza & Montepulciano Small Group Tour from Siena
See all activities in Monticchiello
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.